SU379071A1 - FUNGICIDE - Google Patents

Description

This invention relates to plant protection products against phytopathogenic fungi.

Known use as fungicides benzimidazole derivatives, as well as Ntrichloromethylthiotetrahydrophthalimide.

In order to enhance the fungicidal activity and expand the spectrum of the fungicidal action, it has been proposed to use new benzimidazole derivatives of the general formula

NO

W-C-OR

sshhhh oh

where X is Oxygen or sulfur;

R is alkyl with 1-4 carbon atoms;

) R-alkyl with 5-12 carbon atoms, if X is oxygen; alkyl with 1-12 carbon atoms if X is sulfur, as well as cycloalkyl with 5-12 carbon atoms, aryl or aralkyl.

These compounds are prepared by the reaction of 2-benzimidazole carbamate of the general formula

(Vn

ABOUT

Ljl J-NH-C-OR N

with an isocyanate of the general formula OCN-C-XR,

II Oh

where R, R and X have the listed meanings in the presence of a solvent.

The form of use of the drug is usual. Especially effective are the drugs for Fusicladium dendriticum, Erysiphe cichoraccarum, Podosphaera leucotricha, Piricularia oryzae, Pellicularia sasakii, Tolletia caries, Erysiphe gramines, Sclerotinia sclerotiorum, VerticilHum alas, arases, arases, arases, arams, Sclerotinia sclerotiorum, VerticilHum alprases, arases, arams, aramy, Erysiphe gramines, Sclerotinia sclerotiorum, VerticilHum alas, and a few

Example 1. Solvent 4.7 weight. including acetone.

Emulsifier 0.3 weight. including 0-alkyl-aryl-polyethylene glycol. Water 7.5 wt. h

A liquid with a certain concentration of biologically active substances is sprayed on young cucumber plants at the three-leaf stage. Plants are left for 24 hours in a greenhouse. They are then inoculated with conidia of the fungus Erysiphe cichoreacearum and left in a greenhouse at 23-24 ° C and a relative humidity of 75%.

: After 12 days, damage to cucumber plants is determined relative to untreated, but similarly inoculated, control shoots (in%): O - no damage, 100 - plants turned out to be

3

razhennymi to the same extent as the control.

Active substances, their concentration and test results are given in table. one.

Table 1

Defeat

regarding

unprocessed

control

plants,%

concentration

active substance 0,0259y

% S-CCl

100

fondly

17

0 C-F-8 tl O

N About jL i-C-OCH ,,

ten

C-NH-C-C8Hn.

about

about

J - NH-COCH3

0 C-M-C-S C4 3

about

-NO

jl-w-s-- un;

17

0 s-w

about

C-OCH,

13

C-0Ih Oh

Example 2. Systemic action in relation to Erysiphe.

The active substance is that in example 1.

Water 95.0 weight. h

Cucumber plants grown in standard ground, at the stage of development of 1-2 leaves, pour 20 ml of liquid with a certain concentration of the active substance three times a week.

The plants treated in this manner are inoculated with 1CONIDIES of the fungus Erysiphe cichoracearum, which is left in the greenhouse at 23-24 ° C and 70% relative humidity. After 12 days, damage to cucumber plants is determined as in Example 1.

The results of the experiment are given in table. 2

Note 3. Protection against Erysiphe graminis.

To treat the seeds, they are shaken in a closed glass flask with a powdered preparation at a certain concentration of the active substance. Seeds are sown 3 times 12 grains in a flower pot to a depth of 2 cm in a mixture of 1 part of peat standard earth and 1 part of quartz sand. Germination and development occurs in the greenhouse. 7 days after sowing (when the first leaves appear), they are sprayed with Erysiphe gram spores, and then removed at 21-22 ° C and 70% relative humidity. Over six days, typical mildew bubbles form on the leaflets. The degree of damage is determined in percent (as in Examples 1 and 2).

The results of the experiment are given in table. 3. Example 4. Protection against Eusicladium.

The preparation is prepared as described in Example 1.

Apple seedlings grown in standard soil, at the stage of 3-4 leaves, pour 20 layers of liquid with a certain concentration of the active substance within one week.

The plants thus treated are then inoculated with an aqueous suspension of conidia of the Eusicladium dendriticum Fuck and incubated for 18 hours in a humid chamber at 18-20 ° C and 100% relative humidity, air. After this, the plants are kept in a greenhouse for 14 days.

Fifteen days after the inoculation, the extent of damage to the seedlings is determined (as described in Examples 1-3).

Rez ltyaty onyta are given in table. four

Example 5. Protection from Piricularia to Pellicularia. Solvent 4 wt. including acetone.

Disperser 0.05 wt. including sodium oleate.

Water 95.75 weight. h

Gelatin 0.20 wt. h

The resulting liquid heats 2X30 rice plants at the age of 2-4 weeks. The plants are left to dry in a greenhouse at 22-24 ° C and a relative humidity of about 70%. After that, part of the plants are inoculated with an aqueous suspension containing 100,000 to 200,000 spores / gf Piricularia oryzae and leaving the active substance

6

table 2

Damage relative to control plants,%

active substance concentration 120 ppm

 V-CQ

- / Bzssc

with

is known

| Lg

C jW-CO-OCH,

C-NH-CO-O-CgH -n

,

jWj-CO-OCH

S-TSH-SO-8-C4Nt «0

./NN

 I.

NX

C, OS &

wasp5

C-O-MGH5) 50

about

100

S-CCI

100

n

JUT Indoors at 24-26 ° С and 100% relative humidity of Air. Another part of the plants is contaminated with Pellicularia sasakii culture diluted on malt agar and left at 28-30 ° C and 100% relative humidity.

Five to eight days after the inoculation, the lesion of all those present during the inoculation of Piricularia oryzae, leaves (as a percentage) relative to untreated but inoculated control plants, is determined. For plants infected with Pellicularia sasakii, damage is determined after the same time by leaf damage (as described in examples 1-4).

To establish the therapeutic fungicidal effect, the described experiment was repeated, but the active substance was applied not 16 hours before, but 16 hours after the inoculation.

The results of the experiment are summarized in ta-bl. five.

Example 6. Testing On fungitoxic effect and spectrum action (experiment on agar plates).

8 Table 3

The solvent is acetone 1: 1000 or 1: 100 weight. h

The resulting preparation is added to potato hydrate-glucose agar, which is liquefied by heating at a certain concentration. After a thorough shake, agar is poured into Petri dishes. When the mixture of the substrate -active substance hardens, the tested fungi from pure cultures are seeded with circles with a diameter of 5 mm. Petri dishes are left to incubate for sodium at 20 ° C.

After three days, the inhibitory effect on the mycelium is determined; - denotes the growth of the mycelium only on the inoculum and the lack of their development on the processing substrate and -f means the growth of the mycelium of the inoculum on the untreated substrate in the control experiment.

Active substances, their concentration, types of fungi and the results are shown in Table. 6

10 Table 4

Table 5

Table 6 - .15 4.V f Table rtf Damage relative to untreated control,% Active start active substance concentration, 120 ppm L-NH-CO-O-CH, 12, C-M-CrH5 OizCrg NO II ji-WT -CO-CH, 14 W.W., AboutVestpno

ss,

-C-O-SanD

ABOUT

. {

| -J-coax.

.C-M-CQ-S-Ciftg

.

about

about

S-OHS

-s-shch N about 5 10 15 20 25

Subject invention

Use of Derivative Beisimidazole Formula General

Ti o

II

 OR

C-M-C-X-R Oo

where X is an oxygen or sulfur atom; R is alkyl with -4 carbon atoms;

, R is alkyl with 5-12 carbon atoms, if X is - oxygen, or alkyl with 1-12 carbon atoms, if X is sulfur, and also cyclic alkyl with 5-12 carbon atoms, aryl, aralkyl, as a fungicide . Example 7. Comparison of fungicidal a; tolerance against Podosphaera. The solvent and dispersant are the same as in example 1. Water 95 wt. The amount of active ingredient required for the desired concentration of the active agent in a watering liquid is mixed with the indicated amount of solvent and the concentrate is diluted with the specified amount of water that contains the mentioned additives. When grown in normal soil, the Nessa blons in the 3-4 leaf stage water for one week water one to three times with 20 cm of irrigation liquid with the indicated concentration of active principle, referred to 100.a. After treatment, the plants are inoculated with Conidi Podosphaera leucotricha I. and placed in a greenhouse at 21-28 ° C and a relative humidity of about 70%. Ten days after the inoculation, the percentage damage to the seedlings was determined (as described in examples 1-5). The results of the experiment are given in table. 7